215163
Chloroacetic anhydride
95%
Synonym(s):
Monochloroacetic acid anhydride
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About This Item
Linear Formula:
(ClCH2CO)2O
CAS Number:
Molecular Weight:
170.98
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-794-2
Beilstein/REAXYS Number:
774533
MDL number:
Assay:
95%
Form:
solid
vapor pressure
<0.75 mmHg ( 20 °C)
Quality Level
assay
95%
form
solid
bp
120-123 °C/20 mmHg (lit.)
mp
48-60 °C (lit.)
solubility
chloroform: soluble 100 mg/mL, clear, colorless to faintly yellow
functional group
anhydride, chloro, ester
SMILES string
ClCC(=O)OC(=O)CCl
InChI
1S/C4H4Cl2O3/c5-1-3(7)9-4(8)2-6/h1-2H2
InChI key
PNVPNXKRAUBJGW-UHFFFAOYSA-N
Application
Chloroacetic anhydride has been used in the synthesis of:
- 3,3′-bis(sulfonato)-4,4′-bis(chloroacetamido)azobenzene (BSBCA), a water-soluble, thiol-reactive and photo-switchable cross-linker
- D,L-7-azatryptophan (D,L-7AW)
- 2-methyl-[3,4-di-O-acetyl-6-O-(chloroacetyl)-1,2-dideoxy-α-D-glucopyrano]-[2′,1′:4,5]-2-oxazoline
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
289.4 °F - closed cup
flash_point_c
143 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
危险化学品
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K L Matta et al.
Carbohydrate research, 51(2), 215-222 (1976-11-01)
The use of the chloroacetyl group as a protecting group has been studied for a 2-methylglyco-[2',1':4,5]-2-oxazoline. The reaction of chloroacetyl chloride or chloroacetic anhydride with 2-acetamido-1,3,4-tri-O-acetyl-2-deoxy-beta-D-glucopyranose provided 2-acetamido-1,3,4-tri-O-acetyl-6-O-(chloroacetyl)-2-deoxy-beta-D-glucopyranose which, on treatment with anhydrous ferric chloride in dichloromethane, produced the desired
J D Brennan et al.
Analytical biochemistry, 252(2), 260-270 (1997-11-05)
The reaction of D,L-7-azatryptophan (D,L-7AW) with tryptophanyl-tRNA synthetase (TrpRS), adenosine triphosphate (ATP), and Mg2+ in the presence of inorganic pyrophosphatase results in the formation of a highly fluorescent l-7AW-adenylate complex. Detection of this complex is based on its enhanced fluorescence
Darcy C Burns et al.
Nature protocols, 2(2), 251-258 (2007-04-05)
This protocol describes a procedure for the synthesis of 3,3'-bis(sulfonato)-4,4'-bis(chloroacetamido)azobenzene (BSBCA), a water-soluble, thiol-reactive, photo-switchable cross-linker. In addition, a protocol is outlined for installing the cross-linker in an intramolecular fashion onto proteins bearing two surface-exposed Cys residues. BSBCA is designed
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 215163-100G | 04061831828863 |
| 215163-25G | 04061838773487 |